2-(1-(4-fluorobenzyl)-1H-1,2,4-triazol-3-yl)-3-hydroxy-9,9-dimethyl-6,7-dihydropyrimido[2,1-c][1,4]oxazin-4(9H)-one

Base Information

Chemical Name:2-(1-(4-fluorobenzyl)-1H-1,2,4-triazol-3-yl)-3-hydroxy-9,9-dimethyl-6,7-dihydropyrimido[2,1-c][1,4]oxazin-4(9H)-one
CAS No.:1289649-10-0
Molecular Formula:C₁₈H₁₈FN₅O₃
Molecular Weight:371.371
Hs Code.:

Synonyms:2-(1-(4-fluorobenzyl)-1H-1,2,4-triazol-3-yl)-3-hydroxy-9,9-dimethyl-6,7-dihydropyrimido[2,1-c][1,4]oxazin-4(9H)-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 2-(1-(4-fluorobenzyl)-1H-1,2,4-triazol-3-yl)-3-hydroxy-9,9-dimethyl-6,7-dihydropyrimido[2,1-c][1,4]oxazin-4(9H)-one

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of 2-(1-(4-fluorobenzyl)-1H-1,2,4-triazol-3-yl)-3-hydroxy-9,9-dimethyl-6,7-dihydropyrimido[2,1-c][1,4]oxazin-4(9H)-one

There total 7 articles about 2-(1-(4-fluorobenzyl)-1H-1,2,4-triazol-3-yl)-3-hydroxy-9,9-dimethyl-6,7-dihydropyrimido[2,1-c][1,4]oxazin-4(9H)-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 53.0%

: 1289648-90-3
N-(4-fluorobenzyl)formohydrazide

: 1289648-92-5
3-(benzyloxy)-9,9-dimethyl-4-oxo-4,6,7,9-tetrahydropyrimido[2,1-c][1,4]oxazine-2-carbothioamide

: 1289649-10-0
2-(1-(4-fluorobenzyl)-1H-1,2,4-triazol-3-yl)-3-hydroxy-9,9-dimethyl-6,7-dihydropyrimido[2,1-c][1,4]oxazin-4(9H)-one

Guidance literature:: 3-(benzyloxy)-9,9-dimethyl-4-oxo-4,6,7,9-tetrahydropyrimido[2,1-c][1,4]oxazine-2-carbothioamide; With methyl iodide; In acetonitrile; at 40 ℃; for 1h; Inert atmosphere;

N-(4-fluorobenzyl)formohydrazide; In N,N-dimethyl-formamide; acetonitrile; at 70 - 140 ℃; for 18h;

Reference yield: 53.0%

: 1289648-92-5
3-(benzyloxy)-9,9-dimethyl-4-oxo-4,6,7,9-tetrahydropyrimido[2,1-c][1,4]oxazine-2-carbothioamide

: N-(4-fluorobenzyl)formohydrazide

: 74-88-4
methyl iodide

: 1289649-10-0
2-(1-(4-fluorobenzyl)-1H-1,2,4-triazol-3-yl)-3-hydroxy-9,9-dimethyl-6,7-dihydropyrimido[2,1-c][1,4]oxazin-4(9H)-one

Guidance literature:: 3-(benzyloxy)-9,9-dimethyl-4-oxo-4,6,7,9-tetrahydropyrimido[2,1-c][1,4]oxazine-2-carbothioamide; methyl iodide; In acetonitrile; at 40 ℃; for 1h; Inert atmosphere;

N-(4-fluorobenzyl)formohydrazide; In N,N-dimethyl-formamide; at 140 ℃; for 1h;
DOI:10.1016/j.bmcl.2019.126784

Reference yield:

: 870562-18-8
3-(benzyloxy)-9,9-dimethyl-4-oxo-4,6,7,9-tetrahydropyrimido[2,1-c][1,4]oxazine-2-carboxylic acid

: 1289649-10-0
2-(1-(4-fluorobenzyl)-1H-1,2,4-triazol-3-yl)-3-hydroxy-9,9-dimethyl-6,7-dihydropyrimido[2,1-c][1,4]oxazin-4(9H)-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 1.5 h

2.1: ammonium hydroxide / dichloromethane / 1 h

3.1: Lawessons reagent / tetrahydrofuran / 1 h / 70 °C / Inert atmosphere

4.1: methyl iodide / acetonitrile / 1 h / 40 °C / Inert atmosphere

4.2: 18 h / 70 - 140 °C

With Lawessons reagent; ammonium hydroxide; oxalyl dichloride; methyl iodide; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; acetonitrile;